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Hotels in Middlesboro

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Check Last Minute Middlesboro Hotel Deals

Tonight Jun 8 - Jun 9Next weekend Jun 14 - Jun 16

Last Minute Hot Rate® Hotel Deals in Middlesboro

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Choose from 311 Middlesboro Hotel Deals

Rodeway Inn
Rodeway Inn
2 out of 5
355 Skidmore Drive, Harlan, KY
  • 48 min drive from Middlesboro Mall
The price is $60 per night from Jun 16 to Jun 17
$60
per night
Jun 16 - Jun 17
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Martins Fork Lake - Smith Recreation Area and Smith ...
6/10 (145 reviews)
Family Stay
"Pleasant stay. Staff were very helpful. Room was fine,"

Reviewed on Jun 3, 2024

Rodeway Inn
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
  • 7 min walk from Middlesboro Mall
The price is $108 per night from Jun 23 to Jun 24
$108
per night
Jun 23 - Jun 24
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (566 reviews)
"Great place to stay when traveling on our motorcycle"

Reviewed on May 26, 2024

Sleep Inn & Suites
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
  • 16 min walk from Middlesboro Mall
The price is $91 per night from Jun 16 to Jun 17
$91
per night
Jun 16 - Jun 17
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.6/10 (321 reviews)
"Everything was good. Not a great big breakfast but that was okay! I was pleasantly pleased when I walked into our room, it had a clean smell! That made a huge difference for me!"

Reviewed on May 28, 2024

Econo Lodge Middlesboro
Holiday Inn Express Williamsburg, an IHG Hotel
Holiday Inn Express Williamsburg, an IHG Hotel
2.5 out of 5
56 West Highway 92, Williamsburg, KY
  • 43 min drive from Middlesboro Mall
The price is $123 per night from Jun 11 to Jun 12
$123
per night
Jun 11 - Jun 12
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (794 reviews)
"Relaxing trip"

Reviewed on Jun 4, 2024

Holiday Inn Express Williamsburg, an IHG Hotel
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2 out of 5
1417 5th Street, Jellico, TN
  • 32 min drive from Middlesboro Mall
The price is $76 per night from Jun 16 to Jun 17
$76
per night
Jun 16 - Jun 17
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (822 reviews)
"I have stayed at this location in the past. I will say that the staff was very friendly and helpful. For what I needed, this was a perfect location. The room was very clean upon arrival. The only negative I have to say is about maintenance. The bathroom in my room had a serious problem with the ceiling ..."

Reviewed on May 27, 2024

Days Inn by Wyndham Jellico - Tennessee State Line
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3 out of 5
1050 State Park Road, Pineville, KY
  • 22 min drive from Middlesboro Mall
The price is $84 per night from Jun 16 to Jun 17
$84
per night
Jun 16 - Jun 17
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (503 reviews)
"I enjoyed staying at the hotel. The only drawback is the lack of a microwave in the room, but that isn’t enough to drop its rating."

Reviewed on May 6, 2024

Pine Mountain State Resort Park
Quality Inn
Quality Inn
2.5 out of 5
2608 South Highway 421, Harlan, KY
  • 49 min drive from Middlesboro Mall
The price is $108 per night from Jun 30 to Jul 1
$108
per night
Jun 30 - Jul 1
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. ...
8.4/10 Very Good! (248 reviews)
"It was very pleasant staying here"

Reviewed on May 20, 2024

Quality Inn
The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
  • 4 min drive from Middlesboro Mall
The price is $149 per night from Jun 9 to Jun 10
$149
per night
Jun 9 - Jun 10
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.4/10 Exceptional! (127 reviews)
"a nice place with a local feel."

Reviewed on Jun 6, 2024

The Olde Mill Inn Bed & Breakfast
Cumberland Gap Inn
Cumberland Gap Inn
2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
  • 5 min drive from Middlesboro Mall
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and balconies or patios. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (540 reviews)
"This was a great place tucked away in the hills. We are grateful they were pwt friendly and even had a back door to our room with a patio"

Reviewed on Apr 21, 2024

Cumberland Gap Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Middlesboro

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Middlesboro hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Middlesboro.

Choosing the right hotel in Kentucky has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Middlesboro’s 311 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $59. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Middlesboro hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Middlesboro. No matter your reason for visiting Middlesboro, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Middlesboro hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Middlesboro for as low as $59.

How many hotels are there in Middlesboro?

With over 311 hotels in Middlesboro, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $59.

How to find cheap car rentals in Middlesboro?

Finding a cheap car rental deal in Middlesboro is as easy as scoring cheap hotels in Middlesboro. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Middlesboro now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Middlesboro right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.